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Holiday rentals in Penn Cove

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Top-rated holiday rentals in Penn Cove

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious deck is featured with a wooden dining table and six matching chairs, surrounded by lush greenery. The tranquil view of Penn Cove and the water is complemented by a soft sunset glow, with a tree providing shade and a serene atmosphere.
Cottage in Oak Harbor
4.97 out of 5 average rating, 110 reviews

Sandpiper Haven: Whidbey Waterfront Beach House

Welcome to Sandpiper Haven! A sister property to Sunset Beach Haven, this beloved retreat on Whidbey Island is the perfect getaway. Nestled on famous Penn Cove, this charming single-story home offers direct beach access, stunning 180° views of the Olympic and Cascade Mountains and all the comforts of home including Air Conditioning. Unwind on our spacious deck, gather around the fire pit, stroll the beach, or cozy up inside to enjoy the scenery. Plus, enjoy seasonal use of kayaks and a rowboat.

Top guest favourite
Guest suite in Coupeville
5 out of 5 average rating, 107 reviews

Coupeville Suite Retreat at Penn Cove

Perched above beautiful Penn Cove and just a short stroll to downtown Coupeville, your Suite Retreat awaits! Located on four private acres, this is your base camp for Whidbey adventures. This private and airy 865sf upstairs studio features living, kitchen, dining, work station, and sleeping areas. French doors lead to a balcony overlooking the grounds and Penn Cove. Perfect for 2-4 guests, with a queen bed and comfortable queen sleeper sofa. WiFi, Bluetooth speaker, and smart TV for streaming.

Guest favourite
A charming mixed-use building features four separate suites with distinct colored façades, set against a clear sky. The ground level includes retail spaces with large windows, and a pathway leads up to the main entrance, bordered by well-maintained landscaping.
Flat in Coupeville
4.88 out of 5 average rating, 356 reviews

Coupeville Coveland Suite #2

Welcome to Coveland Suites your perfect vacation destination! Whether you're here for a weekend getaway, festival, wedding @ Crockett & Jenne Farms (8 min) or Capt Whidbey (6 min), Art Class (1/2 mile), our location is perfect! Easy access to local dining, shopping, & outdoor activities like kayaking, sailing & biking, all within walking distance. Experience breathtaking views of Puget Sound & Cascade Mountain Range while creating unforgettable memories with your loved ones at Coveland Suites!

Top guest favourite
A serene view from the covered deck captures the golden hues of a sunrise over tranquil water, framed by tall trees. The sunlight casts gentle shadows on the railing, highlighting the peaceful outdoor space.
Cottage in Lopez Island
5 out of 5 average rating, 301 reviews

Luxury Seaside Romantic Getaway

Welcome to Rosario Cabin! This tranquil, romantic get-away for two on Lopez Island provides everything you'll need for a relaxing stay: private beach access, unobstructed water views, and easy access to many of the Island's best outdoor adventures. This newly renovated cabin features a stocked kitchen, indoor/outdoor dining and seating, and a spacious bedroom. We hope to make your stay as relaxing as possible with soft sheets, toiletries, Nespresso coffee machine, and memory foam mattress!

Top guest favourite
A serene outdoor area showcases a fire pit surrounded by stones, with a seating chair positioned nearby. Lush greenery lines the edge of a tranquil lagoon, reflecting soft blue skies and trees. Natural beauty is highlighted in this peaceful retreat.
Cottage in Coupeville
4.98 out of 5 average rating, 138 reviews

Private 2 bedroom Cottage on a Lagoon.

Rare two bedroom Cottage on a Private Lagoon. Centrally located for you to explore the island, or very private for a relaxing get-away. Inside Ebey’s Preserve (A division of the National Parks), this unique location Is full of history. Minutes from Ebey’s State Park, and a short drive to Deception Pass State Park. Eagles, deer, otters, and wildlife out all the windows. Lovely deck overlooking the water, a fire pit patio with waters view. Fantastic get away for a wonderful time on Whidbey.

Top guest favourite
Cottage in Coupeville
4.93 out of 5 average rating, 871 reviews

Downtown Coupeville - FrontHaven Cottage

This beautiful cottage is located in the heart of Coupeville. Beautifully landscaped and on the waterfront. Just walking distance from downtown restaurants, shops, festivals, art schools, county buildings and WhidbeyHealth Hospital Campus. This private cottage features a full kitchen, master bedroom with queen bed, loft with queen bed, south-facing sun deck, off street parking and free wifi. Beautifully landscaped, fall asleep to the sounds of our stream just outside your window!

Top guest favourite
A gravel pathway extends from the building, bordered by vibrant green grass and tall trees reaching towards a clear blue sky. Sunlight filters through the branches, casting shadows on the ground and creating a serene outdoor ambiance.
Guest house in Oak Harbor
4.99 out of 5 average rating, 152 reviews

Secluded forest studio with water view

Escape from everyday life in a one-bedroom water-view studio on the 2nd floor of a solar powered guest house on Whidbey Island. Situated in the midst of a 6 acre forest, enjoy a calming experience with views of Penn Cove and the iconic town of Coupeville. Listen to the songbirds and great horned owls. Absorb nature by walking the trails without leaving the property. Share the yoga studio on the second floor. Visit a public beach 1/4 mile away, kayak or paddleboard on Penn Cove.

Guest favourite
A serene waterfront view features a rocky shoreline leading to calm waters. The distant mountains create a peaceful backdrop under a clear sky, while gentle waves lap at the shore. The area is quiet, inviting leisurely walks along the beach.
Home in Coupeville
4.88 out of 5 average rating, 143 reviews

San Juan View

This spectacular medium bank water view home with beach access is a cozy peaceful house that is perfect to relax, unwind and beach walk. This 2 bedroom 1 bath house has 2 queen size beds, a well appointed kitchen, in house washer/ dryer, picnic table in yard, No Pets allowed at this property. WIFI and Smart TV. Located in the beautiful Sierra County Club community and is just 1/4 mile walk from Libbey beach park with steps to beach. Located very near to Ebey State Park.

Top guest favourite
A view of Penn Cove is framed by lush trees and plants. The waterfront is visible beyond the natural greenery, showcasing a serene landscape. A portion of the cabin's exterior and a wooden fence offer a glimpse of the surrounding yard.
Guest house in Coupeville
4.98 out of 5 average rating, 249 reviews

Cute Little Cabin near Longpoint Beach

Our Little Cabin is a bright comfortable space with a 1/2 bath, including a sink and toilet. You will have access to a private full bath with roomy shower and laundry facilities accessible through our garage any time. There is a small refrigerator and microwave as well as Keurig coffee. There is a large window facing the garden with a view of the water through the trees. Longpoint Beach at the opening to Penn Cove is a 10 minute walk through our quiet neighborhood.

Guest favourite
An outdoor area features a spacious wooden deck adjoining a modern house. A hot tub with steaming water is positioned nearby, alongside steps leading up to the deck. Multiple seating options are available on the deck, promoting relaxation in a serene setting.
Home in Oak Harbor
4.94 out of 5 average rating, 141 reviews

Lux Coastal Retreat & Hot Tub

Welcome to Moran Shores, a stunning short-term rental nestled in a charming coastal area on the west side of Whidbey Island. Boasting a prime location that embraces proximity to Whidbey Island Naval Base, this exquisite private property offers an irresistible blend of tranquility and excitement. With its unparalleled beauty, modern amenities and exclusive access to the beach, our rental provides an ideal retreat for those seeking a memorable getaway.

Guest favourite
A charming waterfront cottage is surrounded by lush greenery and tall trees, with views of the sparkling water visible through a nearby window. The path leading to the front entrance is bordered by well-maintained grass, creating an inviting approach to the property.
Cottage in Greenbank
4.87 out of 5 average rating, 381 reviews

High bank waterfront, private beach access *views!

The Trails End House is a 2 Bed 2 Bath 1950's high bank waterfront cottage. This is a getaway for those who wish to reset and relax while enjoying all that Whidbey Island has to offer. Sip on local drip coffee while gazing at 180 degree views of Mt Baker, the Cascades Mountain Range and Holmes Harbor frequented by Grey Whales. Walk to the Farm. Private beach access via a lush green trail. New mini split heat and AC just installed!

Top guest favourite
Guest suite in Oak Harbor
4.96 out of 5 average rating, 194 reviews

Sunshine Studio: escape from the busyness of life

Nestled between Coupeville and Oak Harbor on a wooded corner of beautiful Whidbey Island, Sunshine Studio offers a quiet escape from the busyness of life while within easy reach of island gems, like Deception Pass and the Keystone ferry. Has a sunken tub: no shower Self-check in No tv No A/C: has air cooler msg me if you need a 1-night stay (or longer than my set max) and I may be able to approve it.

Popular amenities for Penn Cove holiday rentals

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  2. United States
  3. Washington
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  5. Penn Cove